| 程辟,卿志星,谢红旗,曾建国.化学通报,2025,88(2):183-191. |
| 苯并菲啶生物碱的光诱导单电子氧化还原反应 |
| Photo-induced single electron redox reaction of benzophenanthridine alkaloids |
| 投稿时间：2024-10-25 修订日期：2024-12-09 |
| DOI： |
| 中文关键词: 光照 天然产物 苯并菲啶生物碱 单电子氧化还原 半合成 |
| 英文关键词:light irradiation natural products benzophenanthridine alkaloids single electron redox semi-synthesis |
| 基金项目:2022年度湖南农业大学教学改革项目(XJJG-2022-026)和湖南省自然科学基金项目(2022JJ30283)资助 |
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| 中文摘要: |
| 光照和氧气的组合可以在室温下加速天然产物的氧化，该过程与单电子氧化还原反应相关。近年来，一系列结构新颖的6-取代二氢苯并菲啶生物碱陆续得到分离和鉴定。通过分析这些生物碱6位多变的取代基结构类型，推测非酶促、光诱导的单电子氧化还原反应可能为上述生物碱在植物体内合成的关键步骤，一种a-氨基碳自由基有可能为非酶促反应的关键中间体。本文基于课题组前期研究工作，对光诱导的苯并菲啶生物碱单电子氧化还原反应和在6-取代二氢苯并菲啶生物碱半合成中的应用研究进行了总结和综述。通过深入分析a-氨基碳自由基参与的反应类型和机理，为系统开展天然6-取代二氢苯并菲啶生物碱的半合成提供了思路，同时为其它结构类型天然产物的光诱导半合成提供了参考。 |
| 英文摘要: |
| The combination of light irradiation and oxygen can accelerate the oxidation of natural products, which is supposed to be related to the single electron redox reaction mechanism. Recently, a series of novel 6-substituted benzophenanthridine alkaloids were isolated from medicinal plants. Through analyzing the structure diversity of C-6 substituents, non-enzymatic and photo-induced single electron redox reaction was supposed to be the key step of synthesis in medicinal plants, and an a-animo C-radical could be the key intermediate. Based on previous research from our group, the progress in photo-induced single electron redox reactions of benzophenanthridines and related applications in semi-synthesis of 6-substituted benzophenanthridine alkaloids was reviewed in this article. The in-depth analysis of the reaction mechanism involving a-animo C-radical will provide reference for the systematic semi-synthesis of natural 6-substituted dihydrobenzophenanthine alkaloids as well as for the photo-induced semi-synthesis of other types of natural products. |
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